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SML1925

Sigma-Aldrich

Bepristat 2a hydrochloride

≥95% (HPLC)

Synonym(s):

6-Bromo-2-[[[2-(diethylamino)ethyl]amino]methyl]-5-hydroxy-1-phenyl-1H-indole-3-carboxylic acid ethyl ester hydrochloride

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$129.00
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$446.25

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About This Item

Empirical Formula (Hill Notation):
C24H30BrN3O3 · xHCl
CAS Number:
Molecular Weight:
488.42 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

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Quality Level

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

CCN(CC)CCNCC1=C(C(OCC)=O)C2=CC(O)=C(Br)C=C2N1C3=CC=CC=C3.[H]Cl

Inchi Key

HKOKWSVFJJFYDV-UHFFFAOYSA-N

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Show Differences

1 of 4

This Item
SML2209L1011SML0860
assay

≥95% (HPLC)

assay

≥98% (HPLC)

assay

>98% (TLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

-

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

−20°C

storage condition

desiccated

storage condition

desiccated

storage condition

-

storage condition

desiccated

solubility

H2O: 10 mg/mL, clear

solubility

H2O: 2 mg/mL, clear

solubility

H2O: soluble, ethanol: soluble

solubility

DMSO: 20 mg/mL, clear

Biochem/physiol Actions

Bepristat 2a is a selective reversible inhibitor of protein disulfide isomerase (PDI), an enzyme in the endoplasmic reticulum that catalyzes disulfide bond breakage and reformation to catalyze protein folding. Unlike most PDI inhibitors, Bepristat 2a binds at the substrate-binding site, rather than the catalytic site. Bepristat 2a blocked PDI activity with an IC50 value of 1200 nM, while enhancing catalytic activity of remote PDI domains. PDI is up-regulated in several cancers, has been implicated in neurodegenerative processes, and plays an important role in thrombus formation. Bepristat 2a potently inhibited platelet aggregation and thrombus formation in vivo.
Bepristat 2a is a selective reversible inhibitor of protein disulfide isomerase (PDI).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Roelof H Bekendam et al.
Nature communications, 7, 12579-12579 (2016-08-31)
Protein disulfide isomerase (PDI) is an oxidoreductase essential for folding proteins in the endoplasmic reticulum. The domain structure of PDI is a-b-b'-x-a', wherein the thioredoxin-like a and a' domains mediate disulfide bond shuffling and b and b' domains are substrate

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